Abstract
The title compounds have been prepared form 1-lithio-undecafluorobicyclo-(2,2,1)heptane and 1 H,4-lithio-decafluorobicyclo(2,2,1)heptane, respectively, and sulphur. The undecafluorothiol was also produced from sulphur and the carbanionic intermediate generated from 1 H-undecafluorobicyclo(2,2,1)heptane and potassium t-butoxide in dimethyl sulphoxide (DMSO). The thiols were quite acidic and were fully characterised as their disulphides, methyl thio-ethers and related compounds. A novel elimination of sulphur was observed for the undecafluorothiol under conditions which left the 4 H-decafluoro analogue unaffected, another example of the effect of substituents at one bridgehead position on reactivities at the other.
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